#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:32:20 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179534 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/03/4500348.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4500348
loop_
_publ_author_name
'Liu, Jian-Qiang'
'Huang, Yun-Sheng'
'Zhao, Ying-Yong'
'Jia, Zhen-Bin'
_publ_section_title
;
 Molecular Tectonics of Entangled Metal−Organic Frameworks Based on
 Different Conformational Carboxylates Mixed with a Flexible
 N,N′-Type Ligand
;
_journal_issue                   2
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              569
_journal_paper_doi               10.1021/cg101461w
_journal_volume                  11
_journal_year                    2011
_chemical_formula_moiety         'C20 H22 Co N4 O4'
_chemical_formula_sum            'C20 H22 Co N4 O4'
_chemical_formula_weight         441.35
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.3917(11)
_cell_length_b                   14.1197(16)
_cell_length_c                   15.3130(17)
_cell_measurement_reflns_used    3524
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.10
_cell_measurement_theta_min      1.96
_cell_volume                     2030.6(4)
_computing_cell_refinement       APEX2
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        APEX2
_computing_molecular_graphics    APEX2
_computing_publication_material  APEX2
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX SMART II'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_sigmaI/netI    0.0332
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9611
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         1.96
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.879
_exptl_absorpt_correction_T_max  0.9019
_exptl_absorpt_correction_T_min  0.7973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             916
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.455
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.49(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.860
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3524
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.859
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0375
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0700P)²+2.1264P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0990
_refine_ls_wR_factor_ref         0.1060
_reflns_number_gt                3084
_reflns_number_total             3524
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg101461w_si_001.cif
_cod_data_source_block           1
_cod_database_code               4500348
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O4 O -0.7715(3) 0.0862(2) 1.17688(18) 0.0477(7) Uani 1 1 d .
C8 C -0.6915(5) 0.0377(3) 1.1263(3) 0.0373(9) Uani 1 1 d .
N4 N 0.5411(3) 0.3889(2) 0.3304(2) 0.0364(7) Uani 1 1 d .
C19 C 0.4477(4) 0.3945(3) 0.3947(3) 0.0411(9) Uani 1 1 d .
C20 C 0.4256(7) 0.4790(4) 0.4507(4) 0.0701(16) Uani 1 1 d .
H20A H 0.5001 0.5241 0.4401 0.105 Uiso 1 1 calc R
H20B H 0.4271 0.4604 0.5110 0.105 Uiso 1 1 calc R
H20C H 0.3352 0.5072 0.4372 0.105 Uiso 1 1 calc R
C18 C 0.5238(5) 0.2996(3) 0.2952(2) 0.0431(10) Uani 1 1 d .
H18 H 0.5756 0.2754 0.2485 0.052 Uiso 1 1 calc R
C17 C 0.4206(5) 0.2525(3) 0.3387(3) 0.0462(10) Uani 1 1 d .
H17 H 0.3886 0.1913 0.3277 0.055 Uiso 1 1 calc R
N3 N 0.3724(4) 0.3130(2) 0.4024(2) 0.0430(8) Uani 1 1 d .
C16 C 0.2530(5) 0.2938(3) 0.4615(3) 0.0534(11) Uani 1 1 d .
H16A H 0.1666 0.2876 0.4273 0.064 Uiso 1 1 calc R
H16B H 0.2410 0.3474 0.5004 0.064 Uiso 1 1 calc R
Co1 Co -0.14581(4) -0.00468(3) 0.76785(5) 0.03063(14) Uani 1 1 d .
O1 O -0.2352(3) 0.09178(19) 0.84541(19) 0.0456(7) Uani 1 1 d .
C1 C -0.3400(5) 0.0488(3) 0.8808(3) 0.0403(10) Uani 1 1 d .
N1 N 0.0269(4) 0.0767(2) 0.7368(2) 0.0389(7) Uani 1 1 d .
N2 N 0.2381(3) 0.1275(2) 0.6969(2) 0.0421(8) Uani 1 1 d .
C3 C -0.5202(4) 0.0504(2) 1.0008(2) 0.0345(8) Uani 1 1 d .
H3 H -0.5403 -0.0125 0.9877 0.041 Uiso 1 1 calc R
C4 C -0.5915(4) 0.0941(3) 1.0684(2) 0.0350(8) Uani 1 1 d .
C2 C -0.4189(4) 0.0986(3) 0.9516(2) 0.0339(8) Uani 1 1 d .
C10 C 0.1442(4) 0.0556(3) 0.6921(3) 0.0386(9) Uani 1 1 d .
C9 C 0.0488(4) 0.1655(2) 0.7709(3) 0.0420(8) Uani 1 1 d .
H9 H -0.0161 0.1987 0.8050 0.050 Uiso 1 1 calc R
C5 C -0.5657(5) 0.1883(3) 1.0860(3) 0.0487(11) Uani 1 1 d .
H5 H -0.6166 0.2190 1.1297 0.058 Uiso 1 1 calc R
C6 C -0.4637(6) 0.2374(3) 1.0386(3) 0.0582(13) Uani 1 1 d .
H6 H -0.4454 0.3006 1.0514 0.070 Uiso 1 1 calc R
C14 C 0.3801(6) 0.2144(4) 0.5863(3) 0.0704(15) Uani 1 1 d .
H14A H 0.3638 0.2740 0.6162 0.085 Uiso 1 1 calc R
H14B H 0.4740 0.2172 0.5601 0.085 Uiso 1 1 calc R
C7 C -0.3894(5) 0.1931(3) 0.9724(3) 0.0475(10) Uani 1 1 d .
H7 H -0.3198 0.2261 0.9416 0.057 Uiso 1 1 calc R
C12 C 0.1790(5) 0.1970(3) 0.7473(3) 0.0496(11) Uani 1 1 d .
H12 H 0.2203 0.2546 0.7623 0.060 Uiso 1 1 calc R
C13 C 0.3772(5) 0.1335(3) 0.6539(3) 0.0529(11) Uani 1 1 d .
H13A H 0.3977 0.0740 0.6250 0.063 Uiso 1 1 calc R
H13B H 0.4504 0.1443 0.6974 0.063 Uiso 1 1 calc R
O3 O -0.6907(4) -0.0497(2) 1.1241(2) 0.0493(7) Uani 1 1 d .
C11 C 0.1704(6) -0.0362(4) 0.6454(4) 0.0687(16) Uani 1 1 d .
H11A H 0.0819 -0.0692 0.6380 0.103 Uiso 1 1 calc R
H11B H 0.2345 -0.0745 0.6792 0.103 Uiso 1 1 calc R
H11C H 0.2117 -0.0237 0.5892 0.103 Uiso 1 1 calc R
C15 C 0.2731(6) 0.2037(4) 0.5165(3) 0.0689(15) Uani 1 1 d .
H15A H 0.1825 0.1867 0.5426 0.083 Uiso 1 1 calc R
H15B H 0.3017 0.1523 0.4784 0.083 Uiso 1 1 calc R
O2 O -0.3717(4) -0.0322(2) 0.8589(3) 0.0639(10) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C8 O4 Co1 110.3(3) . 2_455
O3 C8 O4 123.8(4) . .
O3 C8 C4 120.4(3) . .
O4 C8 C4 115.9(4) . .
C19 N4 C18 105.5(3) . .
C19 N4 Co1 128.9(3) . 4_554
C18 N4 Co1 123.1(2) . 4_554
N4 C19 N3 111.2(3) . .
N4 C19 C20 124.8(4) . .
N3 C19 C20 124.0(4) . .
C19 C20 H20A 109.5 . .
C19 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C19 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C17 C18 N4 110.0(3) . .
C17 C18 H18 125.0 . .
N4 C18 H18 125.0 . .
C18 C17 N3 106.2(3) . .
C18 C17 H17 126.9 . .
N3 C17 H17 126.9 . .
C19 N3 C17 107.1(3) . .
C19 N3 C16 127.6(4) . .
C17 N3 C16 125.1(3) . .
N3 C16 C15 113.5(4) . .
N3 C16 H16A 108.9 . .
C15 C16 H16A 108.9 . .
N3 C16 H16B 108.9 . .
C15 C16 H16B 108.9 . .
H16A C16 H16B 107.7 . .
O4 Co1 O1 130.99(11) 2_454 .
O4 Co1 N4 95.28(12) 2_454 4_545
O1 Co1 N4 115.31(13) . 4_545
O4 Co1 N1 118.52(13) 2_454 .
O1 Co1 N1 95.11(12) . .
N4 Co1 N1 98.10(14) 4_545 .
C1 O1 Co1 104.7(3) . .
O2 C1 O1 120.9(4) . .
O2 C1 C2 121.2(4) . .
O1 C1 C2 117.9(4) . .
C10 N1 C9 106.0(3) . .
C10 N1 Co1 130.6(3) . .
C9 N1 Co1 122.9(2) . .
C10 N2 C12 107.8(3) . .
C10 N2 C13 127.1(3) . .
C12 N2 C13 125.0(3) . .
C4 C3 C2 121.3(3) . .
C4 C3 H3 119.3 . .
C2 C3 H3 119.3 . .
C5 C4 C3 119.5(4) . .
C5 C4 C8 120.1(3) . .
C3 C4 C8 120.3(3) . .
C3 C2 C7 118.6(3) . .
C3 C2 C1 120.2(3) . .
C7 C2 C1 121.1(4) . .
N1 C10 N2 110.2(3) . .
N1 C10 C11 125.1(4) . .
N2 C10 C11 124.7(4) . .
C12 C9 N1 109.5(3) . .
C12 C9 H9 125.2 . .
N1 C9 H9 125.2 . .
C4 C5 C6 120.1(4) . .
C4 C5 H5 119.9 . .
C6 C5 H5 119.9 . .
C7 C6 C5 120.5(4) . .
C7 C6 H6 119.8 . .
C5 C6 H6 119.8 . .
C15 C14 C13 113.5(4) . .
C15 C14 H14A 108.9 . .
C13 C14 H14A 108.9 . .
C15 C14 H14B 108.9 . .
C13 C14 H14B 108.9 . .
H14A C14 H14B 107.7 . .
C6 C7 C2 119.9(4) . .
C6 C7 H7 120.1 . .
C2 C7 H7 120.1 . .
C9 C12 N2 106.4(3) . .
C9 C12 H12 126.8 . .
N2 C12 H12 126.8 . .
N2 C13 C14 111.1(4) . .
N2 C13 H13A 109.4 . .
C14 C13 H13A 109.4 . .
N2 C13 H13B 109.4 . .
C14 C13 H13B 109.4 . .
H13A C13 H13B 108.0 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C14 C15 C16 113.3(4) . .
C14 C15 H15A 108.9 . .
C16 C15 H15A 108.9 . .
C14 C15 H15B 108.9 . .
C16 C15 H15B 108.9 . .
H15A C15 H15B 107.7 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O4 C8 1.278(5) .
O4 Co1 1.967(3) 2_455
C8 O3 1.234(5) .
C8 C4 1.518(5) .
N4 C19 1.320(5) .
N4 C18 1.382(4) .
N4 Co1 2.036(3) 4_554
C19 N3 1.355(5) .
C19 C20 1.485(6) .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
C18 C17 1.351(6) .
C18 H18 0.9300 .
C17 N3 1.375(5) .
C17 H17 0.9300 .
N3 C16 1.466(5) .
C16 C15 1.537(7) .
C16 H16A 0.9700 .
C16 H16B 0.9700 .
Co1 O4 1.967(3) 2_454
Co1 O1 1.993(3) .
Co1 N4 2.036(3) 4_545
Co1 N1 2.044(3) .
O1 C1 1.277(5) .
C1 O2 1.229(6) .
C1 C2 1.490(6) .
N1 C10 1.330(5) .
N1 C9 1.373(5) .
N2 C10 1.347(5) .
N2 C12 1.366(5) .
N2 C13 1.465(5) .
C3 C4 1.379(5) .
C3 C2 1.391(5) .
C3 H3 0.9300 .
C4 C5 1.378(5) .
C2 C7 1.399(5) .
C10 C11 1.501(6) .
C9 C12 1.351(6) .
C9 H9 0.9300 .
C5 C6 1.387(6) .
C5 H5 0.9300 .
C6 C7 1.380(6) .
C6 H6 0.9300 .
C14 C15 1.475(8) .
C14 C13 1.542(7) .
C14 H14A 0.9700 .
C14 H14B 0.9700 .
C7 H7 0.9300 .
C12 H12 0.9300 .
C13 H13A 0.9700 .
C13 H13B 0.9700 .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C15 H15A 0.9700 .
C15 H15B 0.9700 .
